112348-43-3

Upstream product

• 112348-41-1 C₂₇H₂₆O₈S 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 112348-39-7 benzyl 4-<2-(phenylsulfonyl)ethyl>-4-deoxy-2,3-di-O-benzoyl-β-L-lyxopyranoside 
• 18403-20-8 benzyl 2-O-benzoyl-α-D-xylopyranoside 
• 98-88-4 benzoyl chloride 
• 112348-35-3 benzyl 4-bromo-4-deoxy-2,3-di-O-benzoyl-β-L-lyxopyranoside 
• 18403-12-8 benzyl β-D-xylopyranoside 

Relevant academic research and scientific papers

Diatereoselectivity in the O-H Insertion Reactions of Rhodium Carbenoids Derived from Phenyldiazoacetates of Chiral Alcohols. Preparation of α-Hydroxy and α-Alkoxy Esters

A series of phenyldiazoacetates 3 derived from enantiomerically pure alcohols ((-)-borneol, (+)-menthol, (-)-menthol, (-)-8-phenylmenthol, (-)-trans-2-phenylcyclohexanol, (+)-trans-2-phenyl-cyclohexanol, and (-)-10-(dicyclohexylsulfamoyl)-D-isoborneol) were prepared from the corresponding α-keto esters 1 by way of the tosylhydrazones 2.Rhodium(II)-catalyzed decomposition of the diazoacetates 3 in the presence of water or alcohols resulted in carbenoid O-H insertion reactions to give the corresponding 2-hydroxy- or 2-alkoxyphenylacetates in good yield, but with varying degrees of diastereoselectivity.A range of rhodium(II) and other metal catalysts were investigated, with rhodium(II) acetate and rhodium(II) acetamide giving the best results.The stereochemistry of the major diastereomer was proved in most cases by independent synthesis from a mandelic acid derivative of known configuration.Possible mechanisms are discussed.

An Approach to Pseudomonic Acids from D-Xylose

The four contiguous chiral centers present in pseudomonic acid C are constructed in an efficient way from D-xylose.The key steps involve a highly selective intermolecular radical reaction between benzyl 4-bromo-4-deoxy-2,3-di-O-benzoyl-β-L-lyxopyranoside (9) and phenyl vinyl sulfone for incorporating the lower appendage and a stereoselective intramolecular Michael addition to achieve the correct stereochemistry at the anomeric site.